16964-10-6Relevant academic research and scientific papers
Gold-catalyzed allylation of aryl boronic acids: Accessing cross-coupling reactivity with gold
Levin, Mark D.,Toste, F. Dean
supporting information, p. 6211 - 6215 (2014/06/23)
A sp3-sp2 C?C cross-coupling reaction catalyzed by gold in the absence of a sacrificial oxidant is described. Vital to the success of this method is the implementation of a bimetallic catalyst bearing a bis(phosphino)amine ligand. A mechanistic hypothesis is presented, and observable transmetalation, C?Br oxidative addition, and C?C reductive elimination in a model gold complex are shown. We expect that this method will serve as a platform for the development of novel transformations involving redox-active gold catalysts.
Highly active palladium catalysts supported by bulky proazaphosphatrane ligands for stille cross-coupling: Coupling of aryl and vinyl chlorides, room temperature coupling of aryl bromides, coupling of aryl triflates, and synthesis of sterically hindered biaryls
Su, Weiping,Urgaonkar, Sameer,McLaughlin, Patrick A.,Verkade, John G.
, p. 16433 - 16439 (2007/10/03)
A family of proazaphosphatrane ligands [P(RNCH2CH 2)2N(R′NCH2CH2): R = R′ = i-Bu, 1; R = Bz, R′ = 1-Bu, 3; R = R′ = Bz, 4] for palladium-catalyzed Stille reactions of aryl chlorides is described. Catalysts derived from ligands 1 and 4 efficiently catalyze the coupling of electronically diverse aryl chlorides with an array of organotin reagents. The catalyst system based on the ligand 3 is active for the synthesis of sterically hindered biaryls (di-, tri-, and tetra-ortho substituted). The use of ligand 4 allows room-temperature coupling of aryl bromides and it also permits aryl inflates and vinyl chlorides to participate in Stille coupling.
